pK a values-II XIII

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pKa
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pKa value of the substituted phenol (acidic strength)
o– m– p–
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Me 10.28 10.08 10.14
NO 2 7.23 8.40 7.15
F 8.81 9.28 9.95
Cl 8.48 9.02 9.38
MeO 9.98 9.65 10.21
OH 9.48 9.44 9.96
NH2 9.71 9.87 10.30

pKa = 0.71

pKa = 7.22

pKa = 8.25

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pKa value of the substituted benzoic acid (acidic strength)
o– m– p–
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Me 3.91 4.27 4.37
NO 2 2.17 3.49 3.43
F 3.27 3.87 4.14
Cl 2.94 3.83 3.98
OMe 4.09 4.09 4.47
OH 2.98 4.08 4.58
NH2 4.98 4.79 4.92
 pKa = 0.65

pKa = 3.21

pKa = 2.30

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Basicity of substituted aromatic amine
Base pKa Base pKa
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PhNH2 4.58 PhNHEt 5.11
PhNHMe 4.85 PhNEt2 6.56
PhNMe2 5.06 Ph2NH 0.9
PhNHAc 0.4

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Substituent in PhNH2 pKa
o– m– p–
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Me 4.39 4.69 5.12
NO 2 –0.29 2.50 1.02
Cl 2.64 3.34 3.98
Br 2.60 3.51 3.91
OMe 4.49 4.20 5.29
NH2 4.47 4.88 6.02

pKa = 2.49
pKa = 0.95

pKa = 5.07

pKa = 4.69

pKa = 4.09